(+)-Arteannuin (BioDeep_00000171503)

   

human metabolite blood metabolite Chemicals and Drugs PANOMIX_OTCML-2023 natural product


代谢物信息卡片


1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one

化学式: C15H22O5 (282.1467162)
中文名称: 青蒿素
谱图信息: 最多检出来源 Homo sapiens(blood) 10.34%

Reviewed

Last reviewed on 2024-07-29.

Cite this Page

(+)-Arteannuin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/(_)-arteannuin (retrieved 2024-11-09) (BioDeep RN: BioDeep_00000171503). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC1CCC2C(C)C(=O)OC3OC4(C)CCC1C23OO4
InChI: InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3

描述信息

1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review very few articles have been published on 1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). (+)-arteannuin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (+)-Arteannuin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Chemical Structure of Artemisinin:
Artemisinin, also known as Qinghaosu, has a unique chemical structure that contributes to its biological activity. It is a sesquiterpene lactone with a peroxide bridge, which is rare in natural products. The molecular formula of artemisinin is C15H22O2. The structure consists of the following components:
- **Sesquiterpene Framework**: Artemisinin is built on a 15-carbon sesquiterpene framework, which is a type of terpene compound. This framework includes three isoprene units (5 carbon atoms each) and one methyl group.
- **Lactone Ring**: The sesquiterpene framework contains a lactone ring, which is a cyclic ester. In artemisinin, the lactone ring is formed between the carbon at position 1 and the oxygen at position 12, creating a five-membered ring.
- **Peroxide Bridge**: The most distinctive feature of artemisinin is the presence of a peroxide bridge between carbon atoms 3 and 4. This peroxide group is essential for the molecule's antimalarial activity.
- **Methyl and Methylene Groups**: The structure also includes methyl and methylene groups, with a methyl group at carbon atom 5 and a methylene group (CH2) at carbon atom 10.
Biological Functions of Artemisinin:
Artemisinin exhibits several important biological functions, particularly in the context of malaria treatment:
- **Antimalarial Activity**: Artemisinin is highly effective against the malaria parasite, Plasmodium species. The peroxide bridge is critical for this activity. When the parasite's hemoglobin digestates, which are rich in iron, interact with the peroxide bridge, a reactive oxygen species (ROS) is generated. This ROS damages the parasite's membrane, leading to its destruction.
- **Rapid Action**: Artemisinin has a rapid onset of action, clearing malaria parasites from the bloodstream within a short time. This rapid action is particularly useful in treating severe malaria.
- **Resistance Mitigation**: Artemisinin combination therapies (ACTs) are used to mitigate the development of resistance to antimalarial drugs. By combining artemisinin with other longer-acting antimalarials, the treatment is more effective and helps to prevent resistance.
- **Low Toxicity**: Artemisinin has relatively low toxicity to humans, making it a safe treatment option. However, as with any medication, it can have side effects, although these are generally mild and transient.
The unique chemical structure of artemisinin and its potent biological functions have made it a vital tool in global efforts to control and eliminate malaria.

同义名列表

9 个代谢物同义名

1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one; GNF-PF-5671SID26754245; (+)-Arteannuin; quing hau sau; artemisinine; Artemisinin; quinghaosu; Arteannuin; qinghaosu



数据库引用编号

2 个数据库交叉引用编号

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相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

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